Home in 1611 Chestnut Ave Winter Park for sale with MLS# O6449003
Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location.
1611 Chestnut Ave, Winter Park, FL 32789
- Price:
- $985,000.00
- Original List Price:
- $985,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $337.79
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6449003
- Bedrooms:
- 4
- Bathrooms Total:
- 4
- Full Bath:
- 4
- Living Area:
- 2,916 Sqft
- Built-Up Area:
- 3,530 Sqft
- Lot Area:
- 7,508 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Level, City Limits, Sidewalk, Street Brick, Near Public Transit, Near Golf Course, Landscaped
- Lot Size Acres:
- 0.17
- Waterfront:
- No
- Security:
- Smoke Detector(s)
- Furnished:
- Partially
- Appliances:
- Dryer, Dishwasher, Disposal, Refrigerator, Washer, Electric Water Heater, Range, Range Hood, Electric Cooktop
- Interior:
- High Ceilings, Walk-In Closet(s), Ceiling Fans(s), Stone Counters, Thermostat, Solid Surface Counters, Solid Wood Cabinets, Crown Molding, Primarybedroom Upstairs, Carbon Monoxide Detector(s)
- Exterior:
- Courtyard, Sidewalk, Rain Gutters, Storage, Sprinkler Metered, Private Yard
- Patio and Porch:
- Patio
- Windows:
- Blinds, Double Pane Windows, Shades, Window Treatments, Aluminum Frames, Carbon Mono/detector
- Other Structures:
- Shed(s)
- Laundry:
- Washer Hookup, Inside, Laundry Room, Electric Dryer Hookup, Sink
- Fireplace
- Fireplace:
- Family Room, Stone
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric
- Fence:
- Wood, Fenced
- Vegetation and Trees:
- Mature Landscaping, Oak Trees
- Property Entrance Faces:
- South
- Road Responsibility:
- Public Maintained Road
- Other Equipment:
- Private Yard
- Year Built:
- 1973
- Roof:
- Shingle
- Architectural Style:
- Contemporary, Custom
- Levels:
- Two
- Construction Materials:
- Block, Frame, Stucco
- Flooring:
- Ceramic Tile, Hardwood, Luxury Vinyl
- Number of stories:
- 2
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $3,697.24
- Tax Year:
- 2026
- Garage
- Garage Spaces:
- 0
- Attached Garage
- Parking Features:
- Driveway, Oversized, Ground Level, Off Street
- Garage Dimensions:
- 22X20
- Sewer:
- Public Sewer
- Utilities Available:
- Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Public, Cable Connected, Sprinkler Meter, Fiber Optics
- Water Source:
- Public
- Minimum Lease Term:
- 1-2 Years
- Subdivision Name:
- LAKE KNOWLES TERRACE
- Community Features:
- Street Lights
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Vacant
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- LAKE KNOWLES TERRACE K/4 LOT 10 BLK 1
- Real Estate Folio Number (Parcel Number):
- 32-21-30-4536-01-100
- Zoning:
- WP-R-1A
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Plantation Park
- High School:
- Winter Park High
- Middle Or Junior School:
- Maitland Middle
- Originally published on:
- October 14, 2026 2:05 am
- Active on the market since:
- October 13, 2026
- Listing Agreement executed on:
- October 11, 2026
- Listing Status Last Changed On:
- October 14, 2026 2:05 am
- Photos updated on:
- October 15, 2026 8:59 pm
- Last Modified:
- October 15, 2026 8:59 pm
- Courtesy of:
- OLYMPUS EXECUTIVE REALTY INC
- Attribution:
- mls@oerfl.com
- Road Surface Type:
- Brick
- Street Name:
- CHESTNUT
- Street Number:
- 1611
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32789
- County:
- Orange
- Latitude:
- N28° 36' 50''
- Longitude:
- W82° 40' 5.1''

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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates